Improving reverse intersystem crossing of MR-TADF emitters for OLEDs

Xufeng Luo; Lixiu Zhang; Youxuan Zheng; Liming Ding

doi:10.1088/1674-4926/43/11/110202

J. Semicond. > 2022, Volume 43 > Issue 11 > 110202

RESEARCH HIGHLIGHTS

Improving reverse intersystem crossing of MR-TADF emitters for OLEDs

Xufeng Luo¹, Lixiu Zhang², Youxuan Zheng^1, and Liming Ding^2,

+ Author Affiliations

1. State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China
2. Center for Excellence in Nanoscience (CAS), Key Laboratory of Nanosystem and Hierarchical Fabrication (CAS), National Center for Nanoscience and Technology, Beijing 100190, China

Author Bio:

received his PhD in Nanjing University in 2022 under the supervision of Professor Youxuan Zheng. Now he is working in Ningbo University of Technology. His research focuses on optoelectronic materials.

got her BS from Soochow University in 2019. Now she is a PhD student at University of Chinese Academy of Sciences under the supervision of Prof. Liming Ding. Her research focuses on optoelectronic devices.

got his PhD in Chemistry from Changchun Institute of Applied Chemistry (CAS) under the supervision of Professor Hongjie Zhang. Then he worked in Institut für Angewandte Photophisik, Technische Universität Dresden (2002–2004), Consiglio Nazionale delle Ricerche (2005) and University of London (2006) as a postdoc. In 2006, he joined School of Chemistry and Chemical Engineering in Nanjing University. His research interests include lanthanide complexes, phosphorescent metal complexes, TADF materials, chiral materials and OLEDs.

got his PhD from University of Science and Technology of China (was a joint student at Changchun Institute of Applied Chemistry, CAS). He started his research on OSCs and PLEDs in Olle Inganäs Lab in 1998. Later on, he worked at National Center for Polymer Research, Wright-Patterson Air Force Base and Argonne National Lab (USA). He joined Konarka as a Senior Scientist in 2008. In 2010, he joined National Center for Nanoscience and Technology as a full professor. His research focuses on innovative materials and devices. He is RSC Fellow, and the Associate Editor for Journal of Semiconductors.

Corresponding author: Youxuan Zheng, yxzheng@nju.edu.cn; Liming Ding, ding@nanoctr.cn

DOI: 10.1088/1674-4926/43/11/110202

References

[1]	Uoyama H, Goushi K, Shizu K, et al. Highly efficient organic light-emitting diodes from delayed fluorescence. Nature, 2012, 492, 234 doi: 10.1038/nature11687
[2]	Yang Z, Mao Z, Xie Z, et al. Recent advances in organic thermally activated delayed fluorescence materials. Chem Soc Rev, 2017, 46, 915 doi: 10.1039/C6CS00368K
[3]	Ren B, Zuo C, Sun Y, et al. Intramolecular spatial charge transfer enhances TADF efficiency. J Semicond, 2021, 42, 050201 doi: 10.1088/1674-4926/42/5/050201
[4]	Notsuka N, Nakanotani H, Noda H, et al. Observation of nonradiative deactivation behavior from singlet and triplet states of thermally activated delayed fluorescence emitters in solution. J Phys Chem Lett, 2020, 11, 562 doi: 10.1021/acs.jpclett.9b03302
[5]	Kaji H, Suzuki H, Fukushima T, et al. Purely organic electroluminescent material realizing 100% conversion from electricity to light. Nat Commun, 2015, 6, 8476 doi: 10.1038/ncomms9476
[6]	Hatakeyama T, Shiren K, Nakajima K, et al. Ultrapure blue thermally activated delayed fluorescence molecules: efficient HOMO-LUMO separation by the multiple resonance effect. Adv Mater, 2016, 28, 2777 doi: 10.1002/adma.201505491
[7]	Jung H, Kang S, Lee H, et al. High efficiency and long lifetime of a fluorescent blue-light emitter made of a pyrene core and optimized side groups. ACS Appl Mater Interfaces, 2018, 10, 30022 doi: 10.1021/acsami.8b09013
[8]	Yang M, Park I S, Yasuda T. Full-color, narrowband, and high-efficiency electroluminescence from boron and carbazole embedded polycyclic heteroaromatics. J Am Chem Soc, 2020, 142, 19468 doi: 10.1021/jacs.0c10081
[9]	Kondo Y, Yoshiura K, Kitera S, et al. Narrowband deep-blue organic light-emitting diode featuring an organoboron-based emitter. Nat Photonics, 2019, 13, 678 doi: 10.1038/s41566-019-0476-5
[10]	Chan C Y, Tanaka M, Lee Y T, et al. Stable pure-blue hyperfluorescence organic light-emitting diodes with high-efficiency and narrow emission. Nat Photonics, 2021, 15, 203 doi: 10.1038/s41566-020-00745-z
[11]	Zhang Y, Zhang D, Wei J, et al. Achieving pure green electroluminescence with CIEy of 0.69 and EQE of 28.2% from an aza-fused multi-resonance emitter. Angew Chem Int Ed, 2020, 59, 17499 doi: 10.1002/anie.202008264
[12]	Huang T, Wang Q, Xiao S, et al. Simultaneously enhanced reverse intersystem crossing and radiative decay in thermally activated delayed fluorophors with multiple through-space charge transfers. Angew Chem Int Ed, 2021, 60, 23771 doi: 10.1002/anie.202109041
[13]	Kim J U, Park I S, Chan C Y, et al. Nanosecond-time-scale delayed fluorescence molecule for deep-blue OLEDs with small efficiency rolloff. Nat Commun, 2020, 11, 1765 doi: 10.1038/s41467-020-15558-5
[14]	Nagata M, Min H, Watanabe E, et al. Fused-nonacyclic multi-resonance delayed fluorescence emitter based on ladder-thiaborin exhibiting narrowband sky-blue emission with accelerated reverse intersystem crossing. Angew Chem Int Ed, 2021, 60, 20280 doi: 10.1002/anie.202108283
[15]	Liu F, Cheng Z, Jiang Y, et al. Highly efficient asymmetric multiple resonance thermally activated delayed fluorescence emitter with EQE of 32.8% and extremely low efficiency roll-off. Angew Chem Int Ed, 2022, 61, e202116927 doi: 10.1002/anie.202116927
[16]	Park I S, Min H, Yasuda T. Ultrafast triplet-singlet exciton interconversion in narrowband blue organoboron emitters doped with heavy chalcogens. Angew Chem Int Ed, 2022, 61, e202205684 doi: 10.1002/ange.202205684
[17]	Luo X F, Ni H X, Ma H L, et al. Fused π-extended multiple-resonance induced thermally activated delayed fluorescence materials for high-efficiency and narrowband OLEDs with low efficiency roll-off. Adv Opt Mater, 2022, 10, 2102513 doi: 10.1002/adom.202102513
[18]	Luo X F, Song S Q, Ni H X, et al. Multiple-resonance-induced thermally activated delayed fluorescence materials based on indolo[3,2,1-jk]carbazole with an efficient and narrowband pure-green electroluminescence. Angew Chem Int Ed, 2022, in press doi: 10.1002/anie.202209984

Fig. 1. (Color online) (a) Traditional design strategy for TADF. Reproduced with permission^[6], Copyright 2016, Wiley-VCH. (b) Design strategy for MR-TADF. Reproduced with permission^[6], Copyright 2016, Wiley-VCH. (c) New MR-TADF skeletons with fused aza-aromatics. Reproduced with permission^[11], Copyright 2020, Wiley-VCH.

DownLoad: Full-Size Img PowerPoint

Fig. 2. (Color online) (a) Molecular structures of CzBO, CzBS, and CzBSe with different chalcogens, conventional TADF mechanism and ideal superimposed fluorescence (SF) mechanism. Reproduced with permission^[16], Copyright 2022, Wiley-VCH. (b) Double resonance unit superposition strategy. Reproduced with permission^[18], Copyright 2022, Wiley-VCH.

DownLoad: Full-Size Img PowerPoint

[1]	Uoyama H, Goushi K, Shizu K, et al. Highly efficient organic light-emitting diodes from delayed fluorescence. Nature, 2012, 492, 234 doi: 10.1038/nature11687
[2]	Yang Z, Mao Z, Xie Z, et al. Recent advances in organic thermally activated delayed fluorescence materials. Chem Soc Rev, 2017, 46, 915 doi: 10.1039/C6CS00368K
[3]	Ren B, Zuo C, Sun Y, et al. Intramolecular spatial charge transfer enhances TADF efficiency. J Semicond, 2021, 42, 050201 doi: 10.1088/1674-4926/42/5/050201
[4]	Notsuka N, Nakanotani H, Noda H, et al. Observation of nonradiative deactivation behavior from singlet and triplet states of thermally activated delayed fluorescence emitters in solution. J Phys Chem Lett, 2020, 11, 562 doi: 10.1021/acs.jpclett.9b03302
[5]	Kaji H, Suzuki H, Fukushima T, et al. Purely organic electroluminescent material realizing 100% conversion from electricity to light. Nat Commun, 2015, 6, 8476 doi: 10.1038/ncomms9476
[6]	Hatakeyama T, Shiren K, Nakajima K, et al. Ultrapure blue thermally activated delayed fluorescence molecules: efficient HOMO-LUMO separation by the multiple resonance effect. Adv Mater, 2016, 28, 2777 doi: 10.1002/adma.201505491
[7]	Jung H, Kang S, Lee H, et al. High efficiency and long lifetime of a fluorescent blue-light emitter made of a pyrene core and optimized side groups. ACS Appl Mater Interfaces, 2018, 10, 30022 doi: 10.1021/acsami.8b09013
[8]	Yang M, Park I S, Yasuda T. Full-color, narrowband, and high-efficiency electroluminescence from boron and carbazole embedded polycyclic heteroaromatics. J Am Chem Soc, 2020, 142, 19468 doi: 10.1021/jacs.0c10081
[9]	Kondo Y, Yoshiura K, Kitera S, et al. Narrowband deep-blue organic light-emitting diode featuring an organoboron-based emitter. Nat Photonics, 2019, 13, 678 doi: 10.1038/s41566-019-0476-5
[10]	Chan C Y, Tanaka M, Lee Y T, et al. Stable pure-blue hyperfluorescence organic light-emitting diodes with high-efficiency and narrow emission. Nat Photonics, 2021, 15, 203 doi: 10.1038/s41566-020-00745-z
[11]	Zhang Y, Zhang D, Wei J, et al. Achieving pure green electroluminescence with CIEy of 0.69 and EQE of 28.2% from an aza-fused multi-resonance emitter. Angew Chem Int Ed, 2020, 59, 17499 doi: 10.1002/anie.202008264
[12]	Huang T, Wang Q, Xiao S, et al. Simultaneously enhanced reverse intersystem crossing and radiative decay in thermally activated delayed fluorophors with multiple through-space charge transfers. Angew Chem Int Ed, 2021, 60, 23771 doi: 10.1002/anie.202109041
[13]	Kim J U, Park I S, Chan C Y, et al. Nanosecond-time-scale delayed fluorescence molecule for deep-blue OLEDs with small efficiency rolloff. Nat Commun, 2020, 11, 1765 doi: 10.1038/s41467-020-15558-5
[14]	Nagata M, Min H, Watanabe E, et al. Fused-nonacyclic multi-resonance delayed fluorescence emitter based on ladder-thiaborin exhibiting narrowband sky-blue emission with accelerated reverse intersystem crossing. Angew Chem Int Ed, 2021, 60, 20280 doi: 10.1002/anie.202108283
[15]	Liu F, Cheng Z, Jiang Y, et al. Highly efficient asymmetric multiple resonance thermally activated delayed fluorescence emitter with EQE of 32.8% and extremely low efficiency roll-off. Angew Chem Int Ed, 2022, 61, e202116927 doi: 10.1002/anie.202116927
[16]	Park I S, Min H, Yasuda T. Ultrafast triplet-singlet exciton interconversion in narrowband blue organoboron emitters doped with heavy chalcogens. Angew Chem Int Ed, 2022, 61, e202205684 doi: 10.1002/ange.202205684
[17]	Luo X F, Ni H X, Ma H L, et al. Fused π-extended multiple-resonance induced thermally activated delayed fluorescence materials for high-efficiency and narrowband OLEDs with low efficiency roll-off. Adv Opt Mater, 2022, 10, 2102513 doi: 10.1002/adom.202102513
[18]	Luo X F, Song S Q, Ni H X, et al. Multiple-resonance-induced thermally activated delayed fluorescence materials based on indolo[3,2,1-jk]carbazole with an efficient and narrowband pure-green electroluminescence. Angew Chem Int Ed, 2022, in press doi: 10.1002/anie.202209984

Search

GET CITATION

shu

Export: BibTex EndNote

Article Metrics

Article views: 1380 Times PDF downloads: 150 Times Cited by: 0 Times

History

Received: 23 September 2022 Revised: Online: Accepted Manuscript: 27 September 2022Uncorrected proof: 27 September 2022Published: 01 November 2022

Article Navigation > Journal of Semiconductors > 2022 > 43(11): 110202

Xufeng Luo, Lixiu Zhang, Youxuan Zheng, Liming Ding. Improving reverse intersystem crossing of MR-TADF emitters for OLEDs[J]. Journal of Semiconductors, 2022, 43(11): 110202. doi: 10.1088/1674-4926/43/11/110202 ****Xufeng Luo, Lixiu Zhang, Youxuan Zheng, Liming Ding. 2022: Improving reverse intersystem crossing of MR-TADF emitters for OLEDs. Journal of Semiconductors, 43(11): 110202. doi: 10.1088/1674-4926/43/11/110202

Citation:

Xufeng Luo, Lixiu Zhang, Youxuan Zheng, Liming Ding. Improving reverse intersystem crossing of MR-TADF emitters for OLEDs[J]. Journal of Semiconductors, 2022, 43(11): 110202. doi: 10.1088/1674-4926/43/11/110202 ****

Xufeng Luo, Lixiu Zhang, Youxuan Zheng, Liming Ding. 2022: Improving reverse intersystem crossing of MR-TADF emitters for OLEDs. Journal of Semiconductors, 43(11): 110202. doi: 10.1088/1674-4926/43/11/110202

Citation:

PDF( 6513 KB)

Improving reverse intersystem crossing of MR-TADF emitters for OLEDs

DOI: 10.1088/1674-4926/43/11/110202

1.
State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China
2.
Center for Excellence in Nanoscience (CAS), Key Laboratory of Nanosystem and Hierarchical Fabrication (CAS), National Center for Nanoscience and Technology, Beijing 100190, China

More Information

Xufeng Luo：received his PhD in Nanjing University in 2022 under the supervision of Professor Youxuan Zheng. Now he is working in Ningbo University of Technology. His research focuses on optoelectronic materials
Lixiu Zhang：got her BS from Soochow University in 2019. Now she is a PhD student at University of Chinese Academy of Sciences under the supervision of Prof. Liming Ding. Her research focuses on optoelectronic devices
Youxuan Zheng：got his PhD in Chemistry from Changchun Institute of Applied Chemistry (CAS) under the supervision of Professor Hongjie Zhang. Then he worked in Institut für Angewandte Photophisik, Technische Universität Dresden (2002–2004), Consiglio Nazionale delle Ricerche (2005) and University of London (2006) as a postdoc. In 2006, he joined School of Chemistry and Chemical Engineering in Nanjing University. His research interests include lanthanide complexes, phosphorescent metal complexes, TADF materials, chiral materials and OLEDs
Liming Ding：got his PhD from University of Science and Technology of China (was a joint student at Changchun Institute of Applied Chemistry, CAS). He started his research on OSCs and PLEDs in Olle Inganäs Lab in 1998. Later on, he worked at National Center for Polymer Research, Wright-Patterson Air Force Base and Argonne National Lab (USA). He joined Konarka as a Senior Scientist in 2008. In 2010, he joined National Center for Nanoscience and Technology as a full professor. His research focuses on innovative materials and devices. He is RSC Fellow, and the Associate Editor for Journal of Semiconductors
Corresponding author: yxzheng@nju.edu.cn; ding@nanoctr.cn
Received Date: 2022-09-23
Available Online: 2022-09-27

Abstract

FullText(HTML)

References(18)

References

[1]	Uoyama H, Goushi K, Shizu K, et al. Highly efficient organic light-emitting diodes from delayed fluorescence. Nature, 2012, 492, 234 doi: 10.1038/nature11687
[2]	Yang Z, Mao Z, Xie Z, et al. Recent advances in organic thermally activated delayed fluorescence materials. Chem Soc Rev, 2017, 46, 915 doi: 10.1039/C6CS00368K
[3]	Ren B, Zuo C, Sun Y, et al. Intramolecular spatial charge transfer enhances TADF efficiency. J Semicond, 2021, 42, 050201 doi: 10.1088/1674-4926/42/5/050201
[4]	Notsuka N, Nakanotani H, Noda H, et al. Observation of nonradiative deactivation behavior from singlet and triplet states of thermally activated delayed fluorescence emitters in solution. J Phys Chem Lett, 2020, 11, 562 doi: 10.1021/acs.jpclett.9b03302
[5]	Kaji H, Suzuki H, Fukushima T, et al. Purely organic electroluminescent material realizing 100% conversion from electricity to light. Nat Commun, 2015, 6, 8476 doi: 10.1038/ncomms9476
[6]	Hatakeyama T, Shiren K, Nakajima K, et al. Ultrapure blue thermally activated delayed fluorescence molecules: efficient HOMO-LUMO separation by the multiple resonance effect. Adv Mater, 2016, 28, 2777 doi: 10.1002/adma.201505491
[7]	Jung H, Kang S, Lee H, et al. High efficiency and long lifetime of a fluorescent blue-light emitter made of a pyrene core and optimized side groups. ACS Appl Mater Interfaces, 2018, 10, 30022 doi: 10.1021/acsami.8b09013
[8]	Yang M, Park I S, Yasuda T. Full-color, narrowband, and high-efficiency electroluminescence from boron and carbazole embedded polycyclic heteroaromatics. J Am Chem Soc, 2020, 142, 19468 doi: 10.1021/jacs.0c10081
[9]	Kondo Y, Yoshiura K, Kitera S, et al. Narrowband deep-blue organic light-emitting diode featuring an organoboron-based emitter. Nat Photonics, 2019, 13, 678 doi: 10.1038/s41566-019-0476-5
[10]	Chan C Y, Tanaka M, Lee Y T, et al. Stable pure-blue hyperfluorescence organic light-emitting diodes with high-efficiency and narrow emission. Nat Photonics, 2021, 15, 203 doi: 10.1038/s41566-020-00745-z
[11]	Zhang Y, Zhang D, Wei J, et al. Achieving pure green electroluminescence with CIEy of 0.69 and EQE of 28.2% from an aza-fused multi-resonance emitter. Angew Chem Int Ed, 2020, 59, 17499 doi: 10.1002/anie.202008264
[12]	Huang T, Wang Q, Xiao S, et al. Simultaneously enhanced reverse intersystem crossing and radiative decay in thermally activated delayed fluorophors with multiple through-space charge transfers. Angew Chem Int Ed, 2021, 60, 23771 doi: 10.1002/anie.202109041
[13]	Kim J U, Park I S, Chan C Y, et al. Nanosecond-time-scale delayed fluorescence molecule for deep-blue OLEDs with small efficiency rolloff. Nat Commun, 2020, 11, 1765 doi: 10.1038/s41467-020-15558-5
[14]	Nagata M, Min H, Watanabe E, et al. Fused-nonacyclic multi-resonance delayed fluorescence emitter based on ladder-thiaborin exhibiting narrowband sky-blue emission with accelerated reverse intersystem crossing. Angew Chem Int Ed, 2021, 60, 20280 doi: 10.1002/anie.202108283
[15]	Liu F, Cheng Z, Jiang Y, et al. Highly efficient asymmetric multiple resonance thermally activated delayed fluorescence emitter with EQE of 32.8% and extremely low efficiency roll-off. Angew Chem Int Ed, 2022, 61, e202116927 doi: 10.1002/anie.202116927
[16]	Park I S, Min H, Yasuda T. Ultrafast triplet-singlet exciton interconversion in narrowband blue organoboron emitters doped with heavy chalcogens. Angew Chem Int Ed, 2022, 61, e202205684 doi: 10.1002/ange.202205684
[17]	Luo X F, Ni H X, Ma H L, et al. Fused π-extended multiple-resonance induced thermally activated delayed fluorescence materials for high-efficiency and narrowband OLEDs with low efficiency roll-off. Adv Opt Mater, 2022, 10, 2102513 doi: 10.1002/adom.202102513
[18]	Luo X F, Song S Q, Ni H X, et al. Multiple-resonance-induced thermally activated delayed fluorescence materials based on indolo[3,2,1-jk]carbazole with an efficient and narrowband pure-green electroluminescence. Angew Chem Int Ed, 2022, in press doi: 10.1002/anie.202209984

Improving reverse intersystem crossing of MR-TADF emitters for OLEDs

References

Search

GET CITATION

Share:

Article Metrics

History

Catalog

Email This Article

Improving reverse intersystem crossing of MR-TADF emitters for OLEDs

DOI: 10.1088/1674-4926/43/11/110202

References

Proportional views

Catalog

Improving reverse intersystem crossing of MR-TADF emitters for OLEDs

References

Search

GET CITATION

Share:

Article Metrics

History

Catalog

Email This Article

Improving reverse intersystem crossing of MR-TADF emitters for OLEDs

DOI: 10.1088/1674-4926/43/11/110202

References

Proportional views

Catalog

Export File

Citation

Format

Content